Kailua Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Kailua

Garden
Yonegan Maui Getaways - Haiku

Vacation Home in Haiku

3.0 star property
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is ₩200,648
₩381,470 total
includes taxes & fees
Dec 8 - Dec 9
Yonegan Maui Getaways - Haiku
Beach nearby, white sand, sun loungers, beach towels
Kuau Plaza Paia Condo with Parking

Apartment in Paia

3.0 star property
The price is ₩299,594
₩763,148 total
includes taxes & fees
Dec 2 - Dec 3
Kuau Plaza Paia Condo with Parking
Elite Apartment, Balcony, Ocean View | Blackout drapes, iron/ironing board, free WiFi
The Ocean View Residence

Apartment in South Kihei

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ₩109,453
₩825,830 total
includes taxes & fees
Dec 1 - Dec 2
The Ocean View Residence
Condo, 2 Bedrooms | Outdoor dining
Menehune Shores 227 2 Bedroom Condo

Condo in North Kihei

3.5 star property
The price is ₩351,734
₩1,168,213 total
includes taxes & fees
Dec 12 - Dec 13
Menehune Shores 227 2 Bedroom Condo
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Apartment in South Kihei

4.0 star property
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

Apartment in Central Kihei

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in this condo. It had everything we needed for a fun Hawaiian beach vacation. They stocked it with beach chairs, a cooler, and even a boogie board. The kitchen had everything we needed, although we didn't cook that much. Management was super responsive whenever we had any issues. It was just enough space for our family of four. The beach was just steps away and the pool was also very nice. "
United States
Anthony
The price is ₩276,403
₩741,335 total
includes taxes & fees
Dec 12 - Dec 13
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 2 Bedrooms | Pool
Luana Kai C210 2 Bedroom Condo

Condo in Central Kihei

3.0 star property
The price is ₩382,109
₩1,211,926 total
includes taxes & fees
Dec 12 - Dec 13
Luana Kai C210 2 Bedroom Condo
Aerial view
1015 Maui Sunset B-515

Apartment in Central Kihei

3.5 star property
The price is ₩718,063
₩1,259,048 total
includes taxes & fees
Dec 12 - Dec 13
1015 Maui Sunset B-515
Condo, 1 Bedroom | Beach | Beach nearby
Maui Vista 1315 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ₩330,865
₩888,363 total
includes taxes & fees
Dec 12 - Dec 13
Maui Vista 1315 1 Bedroom Condo
Condo, 1 Bedroom | Living area | Smart TV
Maui Vista 3307 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ₩281,507
₩817,331 total
includes taxes & fees
Dec 12 - Dec 13
Maui Vista 3307 1 Bedroom Condo
Condo, 2 Bedrooms | Pool
Luana Kai A104 2 Bedroom Condo

Condo in Central Kihei

3.0 star property
Luana Kai A104 2 Bedroom Condo
Condo, 2 Bedrooms | Pool
Menehune Shores 601 2 Bedroom Condo

Condo in North Kihei

3.0 star property
The price is ₩494,089
₩1,373,083 total
includes taxes & fees
Dec 12 - Dec 13
Menehune Shores 601 2 Bedroom Condo
Condo, 2 Bedrooms | Pool
Menehune Shores 223 2 Bedroom Condo

Condo in North Kihei

3.0 star property
The price is ₩588,987
₩1,509,652 total
includes taxes & fees
Dec 12 - Dec 13
Menehune Shores 223 2 Bedroom Condo
Condo, 1 Bedroom | Pool
Luana Kai C104 1 Bedroom Condo

Condo in Central Kihei

3.0 star property
Luana Kai C104 1 Bedroom Condo
Condo, 1 Bedroom | Living area | Smart TV
Maui Vista 3213 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ₩330,865
₩888,363 total
includes taxes & fees
Dec 12 - Dec 13
Maui Vista 3213 1 Bedroom Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"This property was beautiful! The staff were very kind and helpful. The food was great. We enjoyed the live music from our lanai overlooking the pool. 10 out of 10 recommended this place. Thank you Maui Coast Hotel"
Kaimana 1-night trip
Posted 12 hours ago
Maui Coast Hotel

Find out more about Kailua

Search for Vacation rentals in Kailua on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Kailua using one of the methods below:

  • View our selection of featured Vacation rentals in Kailua
  • Use the map to find apartments and other Vacation homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Kailua?

Yes, there are vacation rentals near top sights in Kailua, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Kailua has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental near Kailua is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware.

What’s there to see and do in Kailua?

While exploring the area, visit family-friendly sights like Waikamoi Preserve, or get outside and enjoy nature at Twin Falls. In the larger area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a vacation rental in Kailua like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.